Asymmetric Reformatsky-Type Reaction of Isatin-Derived N-Sulfinyl Ketimines: Efficient and Practical Synthesis of Enantiopure Chiral 2-Oxoindolinyl-(3,3)-Amino Esters

doi:10.1055/s-0035-1561426

	Asymmetric Reformatsky-Type Reaction of Isatin-Derived N-Sulfinyl Ketimines: Efficient and Practical Synthesis of Enantiopure Chiral 2-Oxoindolinyl-(3,3)-Amino Esters
	Su, Lin; Xu, Ming-Hua
刊名	SYNTHESIS-STUTTGART
	2016-08
卷号	48 期号:16 页码:2595-2602
关键词	asymmetric synthesis -amino acids ketimine oxoindole Reformatsky reaction chiral auxiliary AG-041R
ISSN号	0039-7881
DOI	10.1055/s-0035-1561426
文献子类	Article
英文摘要	Optically pure 2-oxoindolinyl-(3,3)-amino esters were obtained in good yields via highly efficient diastereoselective asymmetric Reformatsky-type reaction of isatin-derived chiral N-sulfinyl ketimines. The method is practical and allows rapid access to various important synthetic intermediates such as N-free 2-oxoindolinyl-(3,3)-amino acid, spiro--lactam, and hexahydrofurano[2,3-b]indole. It can also be used for the synthesis of gastrin/cholecyctokinin-B receptor antagonist AG-041R.
资助项目	National Natural Science Foundation of China[21325209] ; Program of Shanghai Academic Research Leader[14XD1404400]
WOS关键词	TERT-BUTANESULFINYL KETIMINES ; BETA-AMINO ACIDS ; RECEPTOR ANTAGONIST AG-041R ; QUATERNARY 3-AMINOOXINDOLES ; STEREOSELECTIVE-SYNTHESIS ; GENE DELIVERY ; IMINES ; PEPTIDES ; GASTRIN ; AMIDES
WOS研究方向	Chemistry
语种	英语
出版者	GEORG THIEME VERLAG KG
WOS记录号	WOS:000382509100007
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/275936]
专题	药物化学研究室中科院受体结构与功能重点实验室新药研究国家重点实验室
通讯作者	Xu, Ming-Hua
作者单位	Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Zuchongzhi Rd, Shanghai 201203, Peoples R China
推荐引用方式 GB/T 7714	Su, Lin,Xu, Ming-Hua. Asymmetric Reformatsky-Type Reaction of Isatin-Derived N-Sulfinyl Ketimines: Efficient and Practical Synthesis of Enantiopure Chiral 2-Oxoindolinyl-(3,3)-Amino Esters[J]. SYNTHESIS-STUTTGART,2016,48(16):2595-2602.
APA	Su, Lin,&Xu, Ming-Hua.(2016).Asymmetric Reformatsky-Type Reaction of Isatin-Derived N-Sulfinyl Ketimines: Efficient and Practical Synthesis of Enantiopure Chiral 2-Oxoindolinyl-(3,3)-Amino Esters.SYNTHESIS-STUTTGART,48(16),2595-2602.
MLA	Su, Lin,et al."Asymmetric Reformatsky-Type Reaction of Isatin-Derived N-Sulfinyl Ketimines: Efficient and Practical Synthesis of Enantiopure Chiral 2-Oxoindolinyl-(3,3)-Amino Esters".SYNTHESIS-STUTTGART 48.16(2016):2595-2602.